TRANSDIP: A trans-chelating ligand tailor-made for probing unusual Pd 0 and Pd II intermediates

Chemistry - A European Journal

Volumn 18, Issue 35, 2012, Pages 10813-10816

  Gramage Doria, Rafael ^a   Armspach, Dominique ^a   Matt, Dominique ^a   Toupet, Loic ^b  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b UNIVERSITÉ DE RENNES 1   (France)

Author keywords

cavitands; Ci C bond formation; cyclodextrins; palladium; peroxo complexes; phosphanes

Indexed keywords

BOND FORMATION; CARBON-CARBON BOND; CAVITANDS; DIOXYGENS; DIPHOSPHINES; PEROXOCOMPLEXES; PHOSPHANES;

CHELATION; CYCLODEXTRINS; LIGANDS; PALLADIUM;

PALLADIUM COMPOUNDS;

EID: 84865249163     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201201403     Document Type: Article

References (49)

1. R. D. Hancock, A. E. Martell, Chem. Rev. 1989, 89, 1875-1914.
2. P. Braunstein, F. Naud, Angew. Chem. 2001, 113, 702-722
3. Angew. Chem. Int. Ed. 2001, 40, 680-699.
4. P. C. J. Kamer, P. W. N. M. van Leeuwen, J. N. H. Reek, Acc. Chem. Res. 2001, 34, 895-904.
5. A. L. Gavrilova, B. Bosnich, Chem. Rev. 2004, 104, 349-384.
6. Organometallics 3 rd ed., (Ed.: C. Elschenbroich,), 2006, Wiley-VCH, Weinheim.
7. P. von Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614
8. Angew. Chem. Int. Ed. Engl. 1993, 32, 566.
9. M. van den Berg, A. J. Minnaard, R. M. Haak, M. Leeman, E. P. Schudde, A. Meetsma, B. L. Feringa, A. H. M. de Vries, C. E. P. Maljaars, C. E. Willans, D. Hyett, J. A. F. Boogers, H. J. W. Henderickx, J. G. de Vries, Adv. Synth. Catal. 2003, 345, 308-323.
10. P. Barbaro, C. Bianchini, G. Giambastiani, A. Togni, in Chiral Ferrocenyl-Imino Phosphines as Ligands for Palladium-Catalysed Enantioselective Allylic Alkylations in Catalysts for Fine Chemical Synthesis (Vol. 3, Metal Catalysed Carbon- Carbon Bond-Forming Reactions) (Eds.:, S. M. Roberts, J. Xiao, J. Whittall, T. Pickett,), Wiley, 2004.
11. V. César, S. Bellemin-Laponnaz, L. H. Gade, Chem. Soc. Rev. 2004, 33, 619-636.
12. P. Kuhn, D. Sémeril, D. Matt, M. J. Chetcuti, P. Lutz, Dalton Trans. 2006, 515-528.
13. C. D. Carmichael, M. P. Shaver, M. D. Fryzuk, Can. J. Cardiol. 2006, 22, 1667-1678.
14. C. J. Diez-Holz, C. Boing, G. Francio, M. Holscher, W. Leitner, Eur. J. Org. Chem. 2007, 2995-3002.
15. Green Chemistry and Catalysis (Eds.:, R. A. Sheldon, I. Arends, U. Hanefeld,), Wiley-VCH, Weinheim, 2007.
16. L. Eberhardt, D. Armspach, J. Harrowfield, D. Matt, Chem. Soc. Rev. 2008, 37, 839-864.
17. I. A. Shuklov, N. V. Dubrobina, H. Jiao, A. Spannenberg, A. Börner, Eur. J. Org. Chem. 2010, 1669-1680.
18. Phosphorus Ligands (Ed.:, A. Börner,), Wiley-VCH, Weinheim, 2008.
19. D. Sémeril, C. Jeunesse, D. Matt, L. Toupet, Angew. Chem. 2006, 118, 5942-5946
20. Angew. Chem. Int. Ed. 2006, 45, 5810-5814.
21. M.-N. Birkholz, Z. Freixa, P. W. N. M. van Leeuwen, Chem. Soc. Rev. 2009, 38, 1099-1118.
22. E. Engeldinger, L. Poorters, D. Armspach, D. Matt, L. Toupet, Chem. Commun. 2004, 634-635.
23. L. Poorters, D. Armspach, D. Matt, L. Toupet, P. G. Jones, Angew. Chem. 2007, 119, 2717-2719
24. Angew. Chem. Int. Ed. 2007, 46, 2663-2665.
25. L. Poorters, D. Armspach, D. Matt, L. Toupet, S. Choua, P. Turek, Chem. Eur. J. 2007, 13, 9448-9461.
26. L. Poorters, M. Lejeune, D. Armspach, D. Matt, Actual. Chim. 2009, 326, 15-18.
27. E. Engeldinger, D. Armspach, D. Matt, P. G. Jones, R. Welter, Angew. Chem. 2002, 114, 2705-2708
28. Angew. Chem. Int. Ed. 2002, 41, 2593-2596.
29. C. Amatore, A. Jutand, A. Suarez, J. Am. Chem. Soc. 1993, 115, 9531-9541.
30. C. Amatore, A. Said, A. Jutand, G. Meyer, P. Cocolios, New J. Chem. 1995, 19, 1047-1059.
31. C. Amatore, A. Jutand, Acc. Chem. Res. 2000, 33, 314-321.
32. F. Bachechi, L. Zambonelli, L. M. Venanzi, Helv. Chim. Acta 1977, 60, 2815-2823.
33. A. Gillie, J. K. Stille, J. Am. Chem. Soc. 1980, 102, 4933-4941.
34. P. Espinet, A. M. Echavarren, Angew. Chem. 2004, 116, 4808-4839
35. Angew. Chem. Int. Ed. 2004, 43, 4704-4734.
36. M. Pérez-Rodríguez, A. A. C. Braga, M. Garcia-Melchor, M. H. Pérez-Temprano, J. A. Casares, G. Ujaque, A. R. de Lera, R. Alvarez, F. Maseras, P. Espinet, J. Am. Chem. Soc. 2009, 131, 3650-3657.
37. H. Nakazawa, F. Ozawa, A. Yamamoto, Organometallics 1983, 2, 241-250.
38. E. Negishi, T. Takahashi, K. Akiyoshi, J. Chem. Soc. Chem. Commun. 1986, 1338-1339.
39. S. M. Reid, J. T. Mague, M. J. Fink, J. Am. Chem. Soc. 2001, 123, 4081-4082.
40. E. Negishi, T. Takahashi, K. Akiyoshi, J. Organomet. Chem. 1987, 334, 181-194.
41. E. Fenyvesi, L. Szente, N. R. Russel, M. McNamara, in Comprehensive Supramolecular Chemistry Vol. 3, Cyclodextrins (Eds.:, J. L. Atwood, J. E. D. Davies, D. D. MacNicol, F. Vögtle,), Pergamon, Oxford 1996, p. 307.
42. T. Schnetz, M. Röder, F. Rominger, P. Hofmann, Dalton Trans. 2008, 2238-2240.
43. G. Wilke, H. Schott, P. Heimbach, Angew. Chem. 1967, 79, 62-62
44. Angew. Chem. Int. Ed. Engl. 1967, 6, 92-93.
45. C. J. Nyman, C. E. Wymore, G. Wilkinson, J. Chem. Soc. A 1968, 561-563.
46. M. Matsumoto, K. Yoshioka, K. Nakatsu, T. Yoshida, S. Otsuka, J. Am. Chem. Soc. 1974, 96, 3322-3324.
47. S. Otsuka, T. Yoshida, J. Am. Chem. Soc. 1977, 99, 2134-2140.
48. T. Yoshida, K. Tatsumi, M. Matsumoto, K. Nakatsu, A. Nakamura, T. Fueno, S. Otsuka, Nouv. J. Chim. 1979, 3, 761-774.
49. A. G. Sergeev, H. Neumann, A. Spannenberg, M. Beller, Organometallics 2010, 29, 3368-3373.